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Luxury Apartments for Rent in Chester, MD

25 rentals

2626 Cecil Dr - Photo 1 of 1

15h ago

Luxury house for rent in Chester

2626 Cecil Dr, Chester, MD 21619

Luxury | In-unit laundry | Garage parking

3 beds

2 baths

$2,500

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
226 Bentons Pleasure Rd - Photo 1 of 1

15h ago

Luxury house for rent in Chester

SINGLE_FAMILY - Contemporary - CHESTER, MD

226 Bentons Pleasure Rd, Chester, MD 21619

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$4,500

House for rent

Top amenities
Dishwasher
Fireplace
Hardwood Floor
In-Unit Laundry
On-Site Laundry
26-C Queen Anne Way - Photo 1 of 1

2d ago

Luxury apartment for rent in Chester

Condo - CHESTER, MD

26-C Queen Anne Way, Chester, MD 21619

Luxury | Swimming pool | On-site laundry

2 beds

1 bath

$2,300

Apartment for rent

Top amenities
On-Site Laundry
On-Site Management
2605 Harrington Rd - Photo 1 of 1

3d ago

Luxury house for rent in Chester

SINGLE_FAMILY - Ranch - CHESTER, MD

2605 Harrington Rd, Chester, MD 21619

Luxury | Walk-in closets | In-unit laundry

4 beds

2 baths

$2,950

House for rent

Top amenities
Ceiling Fan
Hardwood Floor
In-Unit Laundry
907 Auckland Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Chester

Condo - CHESTER, MD

907 Auckland Way, Chester, MD 21619

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$3,200

House for rent

Top amenities
Fireplace
Fitness Center
Furnished
In-Unit Laundry
Swimming Pool
2201 Main St #101 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Chester

Chester Centre Apartments

2201 Main St #101, Chester, MD 21619

Luxury | In-unit laundry | Controlled access

2 beds

1 bath

$1,950

Condo for rent

Available Mar 1

Top amenities
Central Heat
Controlled Access
In-Unit Laundry
On-Site Laundry

Nearby rental good for eco-living

$3,500

Stevensville

Nearby rental good for pet owners

215 Keenan Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Stevensville

Condo - STEVENSVILLE, MD

215 Keenan Way, Stevensville, MD 21666

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$2,850

House for rent

Top amenities
Ceiling Fan
Dishwasher
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Storage
170 Harrier Way - Photo 1 of 1
Age restricted

5d+ ago

Luxury condo for rent in Chester

Condo - CHESTER, MD

170 Harrier Way, Chester, MD 21619

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$3,700

Condo for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
Residents Lounge
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120 Anthony Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Stevensville

TOWNHOME - Contemporary, Colonial - STEVENSVILLE, MD

120 Anthony Ln, Stevensville, MD 21666

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,975

House for rent

Top amenities
Fireplace
Garage Parking
In-Unit Laundry
Residents Lounge
235 Jessica Lyn Ave - Photo 1 of 1
New construction

3d ago

Luxury townhouse for rent in Stevensville

235 Jessica Lyn Ave

235 Jessica Lyn Ave, Stevensville, MD 21666

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$3,500

House for rent

Available Apr 15

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Microwave
On-Site Laundry
Swimming Pool
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Find sweet deals near Chester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$2,300

Chester

$2,950

Chester

$1,950

Stevensville

$1,800

Annapolis

714 Old Love Point Rd - Photo 1 of 1
3D tour

5d+ ago

Luxury house for rent in Stevensville

714 old love point road

714 Old Love Point Rd, Stevensville, MD 21666

Luxury | Walk-in closets | Swimming pool

4 beds

2 baths

$3,295

House for rent

Available Feb 14

Top amenities
Ceiling Fan
Central Heat
Dishwasher
Hardwood Floor
In-Unit Laundry
Microwave
Bay Manor- Residential - Photo 1 of 1

18h ago

8.6

Very good

Bay Manor- Residential

214 Pier 1 Rd, Stevensville, MD 21666

Luxury | Balcony | Roof deck

Studio–2 beds

1–2 baths

$1,950–$3,100

Condo for rent

Top amenities
Air Conditioning
Elevator
Hardwood Floor
In-Unit Laundry
Microwave
Storage
206 Prospect Bay Dr W - Photo 1 of 1

3d ago

Luxury house for rent in Grasonville

SINGLE_FAMILY - Rambler - GRASONVILLE, MD

206 Prospect Bay Dr W, Grasonville, MD 21638

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,750

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
108 S Carolina Rd - Photo 1 of 1

2d ago

Luxury house for rent in Stevensville

SINGLE_FAMILY - Rambler - STEVENSVILLE, MD

108 S Carolina Rd, Stevensville, MD 21666

Luxury | Garage parking | Ceiling fan

3 beds

2 baths

$3,000

$2,900

Price drop

House for rent

Top amenities
Garage Parking
235 Thompson Ave - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Queenstown

235 Thompson Ave

235 Thompson Ave, Queenstown, MD 21658

Luxury | In-unit laundry | Assigned parking

3 beds

2 baths

$2,600

House for rent

Available Mar 15

Top amenities
Carpet
Central Heat
Dishwasher
Hardwood Floor
In-Unit Laundry
2620 Love Point Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

SINGLE_FAMILY - STEVENSVILLE, MD

2620 Love Point Rd, Stevensville, MD 21666

Luxury | In-unit laundry | Furnished

5 beds

5 baths

$5,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
Residents Lounge
216 Perrys Retreat Blvd - Photo 1 of 1

5d+ ago

Luxury house for rent in Grasonville

SINGLE_FAMILY - Other - GRASONVILLE, MD

216 Perrys Retreat Blvd, Grasonville, MD 21638

Luxury | Walk-in closets | Garage parking

5 beds

3 baths

$3,500

$3,300

Price drop

House for rent

203 Thompson Ave - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Queenstown

203 Thompson Ave

203 Thompson Ave, Queenstown, MD 21658

Luxury | In-unit laundry | Garage parking

3 beds

2 baths

$2,600

House for rent

Available Apr 1

Top amenities
Carpet
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
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Obery Court - Photo 1 of 1
Income restricted

4d ago

9.2

Excellent

Our team has verified this company

Verified

Obery Court

199 Bertina A Nick Way, Annapolis, MD 21401

Luxury | On-site management | Residents lounge

1–3 beds

1–2 baths

$1,046–$1,444

Apartment for rent

Top amenities
On-Site Management

Call

8478 Garden Rd - Photo 1 of 1
New construction
3D tour

2d ago

Our team has verified this company

Verified

8478 Garden Rd, Riviera Beach, MD 21122

Luxury | Garage parking | On-site laundry

4 beds

2 baths

$3,825

$3,650

Price drop

House for rent

Available Jan 23

Top amenities
On-Site Laundry
5 Dean Street - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

5 Dean Street, Annapolis, MD 21401

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$4,500

House for rent

Available Mar 1

Top amenities
Ceiling Fan
Dishwasher
Hardwood Floor
In-Unit Laundry
Storage
206F Victor Pkwy Unit 206f #206F - Photo 1 of 1

5d+ ago

Luxury Annapolis condo for rent in Annapolis

APARTMENT - Other - ANNAPOLIS, MD

206F Victor Pkwy Unit 206f #206F, Annapolis, MD 21403

Luxury | Balcony | Walk-in closets

2 beds

2 baths

$1,800

Condo for rent

Top amenities
Carpet
In-Unit Laundry
On-Site Laundry
Swimming Pool
14 Sandy Ln - Photo 1 of 1
New construction

5h ago

Luxury house for rent in Easton

14 Sandy Ln, Easton, MD 21601

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,900

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
830 Oyster Bay Harbour - Photo 1 of 1

13h ago

Luxury Riviera Beach townhouse for rent in Riviera Beach

830 Oyster Bay Harbour, Riviera Beach, MD 21122

Luxury | In-unit laundry | Air conditioning

3 beds

2 baths

$2,750

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Showing 1 - 25 of 25 results
Home > Apartments in Chester > Chester Luxury Apartments For Rent
Updated: March 7, 2026

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2 bedrooms for rent in Chester, MD2 rentals

2 rentals

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Looking for luxury apartments in Chester, MD near you?

🔑Available apartment rentals25
💰Best rent deal199 Bertina A Nick Way
✨Popular amenities, ,
🍽With dishwasher
🏠With photos

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